Reuploading a few stories from my old deleted account before I start writing some new ones…
For about 4 years, one of my life ambitions was to fuck Mary. We met in undergrad, and had a quickly interrupted hookup at a party. (We were making out in some kid’s closet when her friend started freaking out and asked to leave. C’est la vie.)
Over the next two years of school, we would smile and wave at each other. We texted occasionally and flirted once or twice at parties. But it seemed like the moment was gone.
Which was a damn shame. Mary was about 5’6”, blonde, and on the curvier side. She had a bit of a belly on her, but she definitely needed it to support the weight of two of the biggest tits I have ever seen. They were just on the edge of being out of proportion for her, but she carried off the look with a combo of dangerously high crop tops and industrial strength bras.
The best thing about Mary, though, was the look in her eyes. You know how some people just light fires in you straight from your eyes to your cock? She had this half-lidded, dreamy look combined with an off-centered smile. It made me weak.
School ended and we all went our separate ways. She went off to New York and started working in finance, doing burlesque on the weekends. She even made a Facebook page for her burlesque “character” and posted half-naked photo shoots every other week. Of course I friended her and checked out all her posts. Isn’t it wonderful how Facebook brings people together.
A year or two later, and I’ve got a job that’s taking me all around the country. It isn’t until my second or third trip to New York that I even thought to contact Mary. Fancy new job, a little more kinky experience, maybe now was the time for us. (We were both around 24 at the time.)
I texted her old number and, to my surprise, heard back almost immediately. Of course she would love to see me, how about Friday?
Now, I like to think I’m pretty good over text- hopefully some sources would corroborate me- and I kept it up with her for the rest of the night, covering all the preliminaries. Girlfriend? No, not me. What about you? Oh you guys broke up? I’m sorry to hear that.
Around 12:30 AM that morning, I hit on the magic combination of arrogance, wit and innuendo that opened her up and got her talking dirty and sending me some of the most excellently shot nudes I’ve ever seen. (I woulda sworn they were old ones, but she took some pretty specific requests.)
It wasn’t long until the trip, but I went ahead and changed my ticket- added a couple extra days so I’d have the whole weekend free. I had a feeling I would find something to occupy myself.
That Friday, she took me to the Spotted Pig. She was very excited to show me around, so I pretended I’d never been there. The bacon wrapped dates and the roasted duck were reliably delicious, but I was more focused on my date.
It was August in New York, and she was wearing a faded orange sundress with a pair of strappy sandals that wound their way up her legs. I adore any woman in a sundress, and seeing her barely contained tits bounce and wiggle all evening would’ve been the highlight of my trip, if not for what came after.
To go into everything would be require an unconscionably long post, but that night I bent Mary over the railing of my hotel balcony (conveniently shielded from the sidewalks), and railed her, before picking her up by her hips and carrying her inside without letting my cock leave her cunt.
The way we fucked that night deserves its own story, but cut to a couple hours later. I was lying on my back and she was cuddled up against me, her massive soft tits on either side of my shoulder. We were talking aimlessly about kinks and experiences, when she mentioned that sleep play was her biggest kink. “Probably my biggest, after like the thought of being stuffed in like an overhead bin of an airplane.”
Yeah, it was a no from me on option two, but as we both drifted off to sleep, I thought maybe option one might do in the meantime. I set my alarm for 4 AM, and put the phone on vibrate directly underneath my pillow.
At 4 AM I woke up, silencing the phone as quickly as I could. I looked over, and Mary seemed to be stone asleep.
Slowly, gently, I tugged the sheet down off of her upper body, exposing those magnificent, milky tits. She was sleeping on her back, so it was simply a matter of being patient to spread her legs and leave her pussy exposed to me.
As I did this, she occasionally snorted and moaned, but she was either a heavy sleeper or a very good faker. I had a little jar of lube left over from last night and quietly lubed up my cock. She looked angelic, lying there, her hair bunched up around her, her eyes soft and her body totally limp.
I figured there was no way she was going to sleep through my cock sliding into her. She had a tight pussy (although not as tight as it had been the day before), and even my lubed up cock would be tough to get in smoothly.
So I opted for speed, climbing over her softly, but sliding my cock in all in one quick thrust.
Her eyes flew open, as I immediately started jackhammering her. I clamped my hand over her mouth (The previous night we had established a three-tap rule) and focused all my energy on working her over like a piston. This wasn’t even like fucking a girl during a rape scene- even then, there’s some variation. Instead, I was focusing on being a dick machine, relentless and metronomic. Full length, every stroke.
I like to think I’m in pretty good shape, but I couldn’t last much longer than twenty minutes at that speed. I had seen her eyelids flutter a couple times and her chest flush red as she grabbed the sheets, so I was reasonably sure she had cum at least twice.
I picked up the pace as much as I could, got myself good and close, and pulled out and came on her face. Even dazed and sleepy, she stuck her tongue out like a good girl.
We spent the rest of the day together, fucking occasionally, talking, ordering room service and watching TV. After the morning I gave her, I figured she deserved to take it easy.
Late that night, I was on top of her, fucking her slowly, trying to really differentiate the individual sensations as I slid in and out of her. As we fucked, she started talking about what I had done to her that morning.
“Did I look pretty? Did I look so good you just had to have me? Yeah? Did you just have to claim me by sliding your cock in me? It felt so good, baby. It felt so good I wanna do it again. Can we do it again. But can you knock me out this time? Can you give me something to knock me out? And, oh god, can you film it? Can you film me getting fucked while I’m asleep?”
We came together as her dirty talk got more intense.
In the aftermath, we sat down and had a long discussion about what would be involved in fulfilling her fantasy. I had a lot of friends in New York, and I was pretty sure I could make it happen one way or another. She would get the camera and tripod, I would get the other supplies.
I’m not gonna talk here about what I used or how I got it. I guess you can look elsewhere if you want to safely engage in CNC with consenting partners.
The next night, she came over, already incredibly nervous. I had a glass of wine (she didn’t) and, as she calmed down, I checked four different times to make sure she still consented. She did, and I gave her the pills. She took them and laid down on the bed. I kissed her neck and stroked her body until she fell asleep.
Per her instructions, I stripped her naked before starting the video. It was strange to deal with the heavy limbs of such a strong girl. And I’ll admit that for a while I was nervous. I was going to fuck an unconscious girl while being filmed. I was alone, but not alone. Performing, but not performing.
I pulled her legs apart, leaned down, and spread her pussy lips with my tongue. The first surprise was that she grew wet, just like usual. Maybe some autonomic processes were still firing and going through with their biological duty. Regardless, I licked her for a few minutes, but since there was no reaction, I quickly grew bored.
What was not boring, however, was sliding my cock in her mouth. It was profoundly strange to feel that warm, wet hole, offering no resistance, but contributing nothing either. I was still freaked out at this point, and so kept a constant watch on the rise and fall of her chest.
But all of this was just a prelude to the main event. She had told me that she wanted it rough- she wanted to wake up with bruises. So I figured I’d get started. Hauling her body over my knee, I worked her over: spanking, pinching, choking, hitting.
By the time I shoved my cock in her she was bright red in many places and already bruising in others. I fucked her brutally as I could while being safe. A moment I’ll always remember is hauling her rag doll body onto my lap and watching her long hair flop around as I fucked her.
I lost track of time, playing with this perfectly compliant toy. I fucked her mouth again, I fucked her with toys, I slapped her and spanked her. When finally I had had enough I brought the camera over, pushed her onto her back and fucked her hard with one hand on the camera and one hand around her neck.
Per her request, I held her throat tight, so the camera could pick up the sound of her wheezing. When I came inside her pussy, I set the camera down on the bed so it could record the cum oozing out of her while I went to get a drink of water.
We didn’t mention it at all the next day. We had more vanilla sex, some kinky bondage fun, and then we went our separate ways. No mention of the bruises all over her body.
I thought we were simply going to forget about it, until a video file popped up in an email from Mary. I still have it and watch it to this day.
(No, you can’t see it. I already asked. It’s a hard no, and we all gotta respect that.)
Source: reddit.com/r/gonewildstories/comments/qw9adr/sleep_sex_and_cnc_with_my_friend